1,4-Dioxane → HCID 86749363, compound

HRID 1441030Notes

Reaction equation

HRID 1441030 reaction equation
[OH:1][C@@H:2]1[CH2:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C@@H:3]1[NH:11][C:12](=[O:41])[C@H:13]([CH2:33][C:34]1[CH:39]=[CH:38][C:37]([OH:40])=[CH:36][CH:35]=1)[CH2:14][C@H:15]([OH:32])[C@H:16]([CH2:25][CH:26]1[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27]1)[CH2:17][C:18](=[O:24])[CH2:19][C:20]([CH3:23])([CH3:22])[CH3:21].Cl.ClCCC12O[C@@H]3[C@@]45[CH2:60][CH2:61][N:62](C)[C@@H]([C@@H]4C=C[C@@H]3O)CC(=C51)C=CC2O.O1[CH2:72][CH2:71][O:70][CH2:69][CH2:68]1>C(=O)([O-])[O-].[Cs+].[Cs+]>[OH:1][C@@H:2]1[CH2:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C@@H:3]1[NH:11][C:12](=[O:41])[C@H:13]([CH2:33][C:34]1[CH:39]=[CH:38][C:37]([O:40][CH2:60][CH2:61][N:62]2[CH2:72][CH2:71][O:70][CH2:69][CH2:68]2)=[CH:36][CH:35]=1)[CH2:14][C@H:15]([OH:32])[C@H:16]([CH2:25][CH:26]1[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27]1)[CH2:17][C:18](=[O:24])[CH2:19][C:20]([CH3:21])([CH3:22])[CH3:23]

Participants

5

Reactant 3

HCID 312751,4-DioxaneHCID 86749364HCID 86749364, compoundHCID 86749365HCID 86749365, compound

Product 1

HCID 86749363HCID 86749363, compound

Reagents, catalysts & solvents 1

HCID 10796Cesium carbonateSolvent

Procedure

The product of Step 1 above is alkylated with 4-(2-chloroethyl)morphine hydrochloride in dioxane and cesium carbonate. The reaction mixture is concentrated and purified via flash column chromatography to provide the title product.

Workup

  1. concentrationThe reaction mixture is concentrated
  2. custompurified via flash column chromatography

Sources & evidence

ORD record
ord-9daef584d77842579f40fc57f5fc9059
Source dataset
uspto-grants-1996_03
Patent number
US05502053

Reaction notes

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